Boc-L-Tyrosinol(2,6-di-Cl-Bzl)

Base Information

• Chemical Name: Boc-L-Tyrosinol(2,6-di-Cl-Bzl)
• CAS No.: 169393-62-8
• Molecular Formula: C21H25 Cl2 N O4
• Molecular Weight: 426.33
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40450282
• Wikidata: Q82269922
• Mol file: 169393-62-8.mol

Synonyms:169393-62-8;Boc-L-Tyrosinol(2,6-di-Cl-Bzl);BOC-L-TYR(2,6-CL2-BZL)-OL;BOC-(S)-2-AMINO-3-[4-(2,6(DICHLOROPHENYL)METHOXY)PHENYL]-1-PROPANOL;tert-butyl N-[(2S)-1-[4-[(2,6-dichlorophenyl)methoxy]phenyl]-3-hydroxypropan-2-yl]carbamate;(S)-tert-Butyl (1-(4-((2,6-dichlorobenzyl)oxy)phenyl)-3-hydroxypropan-2-yl)carbamate;Boc-O-2,6-dichlorobenzyl-L-tyrosinol;DTXSID40450282;MFCD00235958;AKOS022181630;N-alpha-t-Butyloxycarbonyl-O-(2,6-dichlorobenzyl)-L-tyrosinol;(S)-tert-butyl 1-(4-(2,6-dichlorobenzyloxy)phenyl)-3-hydroxypropan-2-ylcarbamate;Carbamic acid,[(1S)-2-[4-[(2,6-dichlorophenyl)methoxy]phenyl]-1-(hydroxymethyl)ethyl]-,1,1-dimethylethyl ester(9ci)

Chemical Property of Boc-L-Tyrosinol(2,6-di-Cl-Bzl)

Chemical Property:

• PSA: 67.79000
• LogP: 5.39140
• Storage Temp.: Store at 0°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 425.1160637
• Heavy Atom Count: 28
• Complexity: 468

Purity/Quality:

98% ^*data from raw suppliers

Boc-O-2,6-dichlorobenzyl-L-tyrosinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OCC2=C(C=CC=C2Cl)Cl)CO
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)OCC2=C(C=CC=C2Cl)Cl)CO

Technology Process of Boc-L-Tyrosinol(2,6-di-Cl-Bzl)

There total 2 articles about Boc-L-Tyrosinol(2,6-di-Cl-Bzl) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine (40298-71-3,201334-88-5,69541-62-4) → {(S)-2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester (169393-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: KHCO₃ / dimethylformamide / 4 h / Ambient temperature

2: LiCl, NaBH₄ / tetrahydrofuran; ethanol / 12 h / Ambient temperature

With sodium tetrahydroborate; potassium hydrogencarbonate; lithium chloride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

Reference yield:

N-tert-Butoxycarbonyl-O-2,6-dichlorbenzyl-(S)-tyrosin Methylester (85842-19-9) → {(S)-2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester (169393-62-8)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; for 12h; Yield given; Ambient temperature;

Reference yield: 98.0%

{(S)-2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester (169393-62-8) → Boc-Tyr(Cl2-Bzl)-H (143961-89-1)

Guidance literature:

With Dess-Martin periodane; tert-butyl alcohol; In dichloromethane; Ambient temperature;

DOI:10.1135/cccc19950693

upstream raw materials:

N-tert-Butoxycarbonyl-O-2,6-dichlorbenzyl-(S)-tyrosin Methylester

N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine

Downstream raw materials:

Boc-Tyr(Cl₂-Bzl)-H

cyclotheonamide B

C₅₄H₆₅Cl₂N₉O₁₁S

C₅₄H₆₅Cl₂N₉O₁₁S

Refernces